N,N-Diethyl-1,1,1-trimethylsilylamine

N,N-Diethyl-1,1,1-trimethylsilylamine Basic information
Product Name:N,N-Diethyl-1,1,1-trimethylsilylamine
Synonyms:Silanamine, N,N-diethyl-1,1,1-trimethyl-;Silanamine,N,N-diethyl-1,1,1-trimethyl-;Trimethylsilyl-diethylamin;(Diethylamino)trimethylsilane, N-(Trimethylsilyl)diethylamine, TMSDEA;N,N-DiethylaminotrimethylsilaneTMSDEAN,N-Diethyltrimethylsilylamine;Trimethylsilyldiethylamine (TMSDEA);Diethyl(trimethylsilyl)amine;N,N-DIETHYLTRIMETHYLSILYLAMINE, DERIVATI ZATION GRADE
CAS:996-50-9
MF:C7H19NSi
MW:145.32
EINECS:213-637-6
Product Categories:Halogenated Heterocycles;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Protected Amines;Aminosilanes;Analytical Chemistry;GC Derivatizing Reagents;Si (Classes of Silicon Compounds);Silicon Compounds (for Synthesis);Silylation (GC Derivatizing Reagents);Si-N Compounds;Synthetic Organic Chemistry;Trimethylsilylation (GC Derivatizing Reagents)
Mol File:996-50-9.mol
N,N-Diethyl-1,1,1-trimethylsilylamine Structure
N,N-Diethyl-1,1,1-trimethylsilylamine Chemical Properties
Melting point -10°C
Boiling point 125-126 °C(lit.)
density 0.767 g/mL at 25 °C(lit.)
vapor density >1 (vs air)
refractive index n20/D 1.411(lit.)
Fp 50 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly)
form clear liquid
pka11.27±0.70(Predicted)
Specific Gravity0.763
color Colorless to Light yellow
Water Solubility decomposes
Hydrolytic Sensitivity7: reacts slowly with moisture/water
Sensitive Moisture Sensitive
BRN 635718
CAS DataBase Reference996-50-9(CAS DataBase Reference)
NIST Chemistry ReferenceN,N-Diethyl-1,1,1-trimethylsilylamine(996-50-9)
EPA Substance Registry SystemSilanamine, N,N-diethyl-1,1,1-trimethyl- (996-50-9)
Safety Information
Hazard Codes F,C
Risk Statements 11-34
Safety Statements 26-36/37/39-45-24/25-16
RIDADR UN 2733 3/PG 2
WGK Germany 3
10-21
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29310095
MSDS Information
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N,N-Diethyl-1,1,1-trimethylsilylamine English
SigmaAldrich English
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ALFA English
N,N-Diethyl-1,1,1-trimethylsilylamine Usage And Synthesis
Chemical PropertiesColorless liquid
UsesIt is used to derivative polar organic compounds. N,N-Diethyl(trimethylsilyl)amine is a chemical reagent with wide application in organic chemistry and used in stereo specific addition reactions as well as in SN2 nucleophilic substitutions.
UsesTrimethylsilyldiethylamine is a reagent used as an electrophilic trimethylsilyl source for cleavage of cyclic ethers, esters, oxazolidines, and cyclic acetals; also as a nucleophilic source of the diethylamino group, participating in the following synthesis reactions: Trimethylsilyl Group Transfer, Diethylamino Group Transfer, Trimethylsilyldiethylamine as Halosilane Equivalent, Silylation of Alcohols, Mild Generation of Phosphonochloridates, Silylation of Amines, Diethylamino Group Transfer, Conjugate Addition, Aminoalkylation of Aldehydes, Enamine and Silyl Enol Ether Preparation, Mediation of 1,4-Conjugate Additions, etc.
DefinitionChEBI: An N-silyl compound that is diethylamine in which the amino hydrogen is replaced by a trimethylsilyl group. N-(trimethylsilyl)diethylamine is a derivatisation agent used in gas chromatography/mass spectrometry applicat ons.
General DescriptionN,N-Diethyltrimethylsilylamine is a silylating agent used to derivatize polar organic compounds.
Purification MethodsFractionate it through a 2ft vacuum-jacketed column containing Helipak packing with a reflux ratio of 10:1. [Sauer & Hasek J Am Chem Soc 68 241 1946, Langer et al. J Org Chem 23 50 1958, Rühlmann J Prakt Chem 9 315 1959, Beilstein 4 IV 4010.]
N,N-Diethyl-1,1,1-trimethylsilylamine Preparation Products And Raw materials
Preparation ProductsDiethylaminosulfur trifluoride-->(4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&-->N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE-->2-(TRIMETHYLSILYLOXY)FURAN-->2-Pyrrolidinone-->Hexamethyldisiloxane-->N,N'-BIS(TRIMETHYLSILYL)-1,4-BUTANEDIAMINE
N-TRIMETHYLSILYLPHTHALIMIDE Methyltris(methylethylketoxime)silane (4R)-N-(TERT-BUTYLDIMETHYLSILYL)AZETIDIN-2-ONE-4-CARBOXYLIC ACID TRIMETHYLSILANE (Trifluoromethyl)trimethylsilane N-PiperidinoTrimethylsilane N-AMINOETHYL-AZA-2,2,4-TRIMETHYLSILACYCLOPENTANE (DIISOPROPYLAMINO)TRIMETHYLSILANE 1-CYANOETHYL(DIETHYLAMINO)DIMETHYLSILANE TIMTEC-BB SBB000697 (4S)-N-(TERT-BUTYLDIMETHYLSILYL)AZETIDIN-2-ONE-4-CARBOXYLIC ACID ALLYL(DIISOPROPYLAMINO)DIMETHYLSILANE N-(TERT-BUTYLDIMETHYLSILYL)PHTHALIMIDE N,N'-DIETHYLAMINOTRIETHYLSILANE BIS-N,N'-(TRIMETHYLSILYL)PIPERAZINE Mefenpyr-diethyl ALLYL(DIETHYLAMINO)DIMETHYLSILANE TRIMETHYLSILYL CHLOROSULFONATE

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